106584-51-4Relevant articles and documents
Continuous-Flow Pd-Catalyzed Carbonylation of Aryl Chlorides with Carbon Monoxide at Elevated Temperature and Pressure
Mata, Alejandro,Hone, Christopher A.,Gutmann, Bernhard,Moens, Luc,Kappe, C. Oliver
, p. 997 - 1001 (2019)
The development of a continuous-flow protocol for a palladium-catalyzed methoxycarbonylation of (hetero)aryl chlorides using carbon monoxide gas and methanol is described. (Hetero)aryl chlorides are the least expensive of the aryl halides, but are underutilized in carbonylation reactions due to their very poor reactivity. The described protocol exploits intensified conditions at elevated temperature and pressure, which are readily accessed within a continuous-flow environment, to provide moderate to excellent product yields (11 examples) in a short 16 min residence time. The continuous-flow protocol enables the safe and potentially scalable carbonylation of aryl chlorides using CO gas.
Pyridazines. XXV . Formation of 2-Benzoyl-2,5-dihydro-3-pyridazinecarbonitrile Derivatives in the Reissert Reaction of Pyridazines
Dostal, Wolfgang,Heinisch, Gottfried
, p. 1543 - 1546 (2007/10/02)
Pyridazines 1a,b on treatment with potassium cyanide/benzoyl chloride in a mixed solvent system gave 2-benzoyl-2,5-dihydro-3-pyridazinecarbonitriles 3a,b together with products resulting from attack of one mole of cyanide ion and three moles of benzoyl chloride (5a,b).The structures of these novel compounds are proved.A plausible reaction mechanism is proposed, involving rearrangement of initially formed 2a,b into 3a,b.Furthermore, the synthesis of the pyridazine Reissert compound 2a is reported.